US12600894B2 - Lignin-based drilling fluids and related methods - Google Patents

Lignin-based drilling fluids and related methods

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US12600894B2
US12600894B2 US18/285,583 US202218285583A US12600894B2 US 12600894 B2 US12600894 B2 US 12600894B2 US 202218285583 A US202218285583 A US 202218285583A US 12600894 B2 US12600894 B2 US 12600894B2
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lignin
mud
drilling fluid
additive
solid
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Desmond Alexander SOMERVILLE
Patrick Dieter WAIBEL
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Lignosol IP Ltd
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Lignosol IP Ltd
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Priority claimed from GB2115987.6A external-priority patent/GB2612633A/en
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/04—Aqueous well-drilling compositions
    • C09K8/14—Clay-containing compositions
    • C09K8/18—Clay-containing compositions characterised by the organic compounds
    • C09K8/20—Natural organic compounds or derivatives thereof, e.g. polysaccharides or lignin derivatives
    • C09K8/203—Wood derivatives, e.g. lignosulfonate, tannin, tall oil, sulfite liquor
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07G—COMPOUNDS OF UNKNOWN CONSTITUTION
    • C07G1/00—Low-molecular-weight derivatives of lignin
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/03—Specific additives for general use in well-drilling compositions
    • C09K8/035—Organic additives
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/04—Aqueous well-drilling compositions
    • C09K8/26—Oil-in-water emulsions
    • C09K8/28—Oil-in-water emulsions containing organic additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/38—Gaseous or foamed well-drilling compositions
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P1/00—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes
    • C12P1/04—Preparation of compounds or compositions, not provided for in groups C12P3/00 - C12P39/00, by using microorganisms or enzymes by using bacteria
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    • C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
    • C09K2208/10—Nanoparticle-containing well treatment fluids
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    • C12R2001/00—Microorganisms ; Processes using microorganisms
    • C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
    • C12R2001/07—Bacillus

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Abstract

Drilling fluids or muds are provided for the drilling of a borehole into an earth formation. The drilling fluid or mud may be used for drilling oil and/or natural gas wells in subterranean reservoirs. In some embodiments, the fluid is formed from an additive comprising lignin and at least one biosurfactant produced by at least one strain of bacteria capable of biosurfactant production.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS
This application claims priority to GB Provisional Patent Application No. 2104883.0, filed 6 Apr. 2021, and GB Provisional Patent Application No. 2115987.6, filed 8 Nov. 2021, the disclosures of which are hereby incorporated by reference in their entireties.
BACKGROUND OF THE INVENTION
The present disclosure relates to drilling fluids. More particularly, the present disclosure relates to lignin-based drilling fluids for oil and gas drilling operations and related methods.
Drilling fluids, also known as drill muds, are used in drilling oil and natural gas wells, with their main function being to carry cuttings out of the drill hole. Several broad types of drilling fluids are used, including so-called water-based muds (WBMs), oil-based muds (OBMs), gaseous drilling fluids and synthetic-based muds (SBMs), for example.
In operation, the drilling fluid is pumped through the drill string, spraying out of nozzles on the drill bit, which cleans and cools the drill bit, returning along the annular space between the drill bit and the wall of the borehole or well, carrying the cuttings to the surface.
Water based drilling fluids contain modified starches and carboxymethylcellulose (CMC) for filtrate control (and clay encapsulation), partially hydrolyzed polyacrylamide (PHPA) for clay encapsulation and a viscosity modifier, such as Xantham Gum (XC/XCD). These polymers are acid soluble and biodegradable, thereby vulnerable to sulfate reducing bacteria in particular at pH<9. For this reason a biocide is normally added to the drilling fluid. Synthetic polymers are an alternative but expensive and not biodegradable to the same standard.
Two important considerations for any drilling fluid are exacting filtrate control and stable, predictable rheology. There is also a fine balance between using a thin, low rheology fluid to avoid undue pressures on the wellbore, whilst ensuring the density of the drilling fluid is such as to support the carrying of cuttings to the surface. KCl is often added for clay/shale control and/or saturated NaCl is often added when drilling through salt formations.
By far the biggest drilling fluid contaminants are drilled formation fines and the operation is geared to keep these under control by avoiding turbulent annular flow, efficient screening, hydrocyclones and centrifuging. Other potential contaminants from the formation are CO2 and H2S, which are best contained by pH>10 and in the case of severe H2S contamination by the addition of dedicated scavengers.
SUMMARY OF THE INVENTION
In one aspect of the invention, there is provided a drilling fluid or mud suitable for drilling a borehole, well or the like in to an earth formation, in particular a subterranean reservoir for recovering hydrocarbons from the reservoir, the drilling fluid or mud comprising lignin and at least one isolated strain of bacteria capable of producing at least one biosurfactant, and/or at least one biosurfactant produced from at least one bacteria capable of producing a biosurfactant, the drilling fluid or mud having a solids content of above about 55%, in particular of about 55% to about 60%.
In some embodiments, the lignin is technical lignin.
In some embodiments, the technical lignin comprises at least one of Kraft lignin, lignosulfonates, soda lignin, organosolv lignins, steam-explosion lignin, enzymatic hydrolysis lignin, or unhydrolyzed Kraft black liquor lignin.
In some embodiments, the lignin is in an aqueous suspension.
In some embodiments, the lignin comprises at least one of lignin nanoparticles and lignin microparticles.
In some embodiments, the lignin and at least one biosurfactant are provided as an additive.
In some embodiments, the at least one biosurfactant is produced by contacting the lignin with the at least one strain of bacteria capable of producing the at least one biosurfactant, any live bacteria being removed from the additive prior to constitution of the drilling fluid or mud.
In some embodiments, the at least one strain of bacteria is at least one isolated strain of Bacillus.
In some embodiments, the at least one isolated strain is in the form of a liquid suspension or freeze-dried spores.
In some embodiments, the additive further comprises a catholyte solution.
In some embodiments, the catholyte solution is a stabilized or upgraded catholyte solution.
In some embodiments, the additive further comprises at least one of a carboxylic acid or a salt or ester thereof.
In some embodiments, the carboxylic acid ester comprises a methyl ester or a butyl ester.
In some embodiments, the carboxylic acid or salt or ester thereof comprises a di-carboxylic acid or a salt or ester thereof.
In some embodiments, the additive further comprises carbon black.
In some embodiments, the additive further comprises pyrolysis oil.
In some embodiments, the additive is gasified.
In some embodiments, the additive is gasified with at least one of nanobubbles and microbubbles.
In another aspect, there is provided a use of an additive comprising lignin and at least one isolated strain of bacteria capable of biosurfactant production in a drilling fluid application.
Other aspects and features of the present disclosure will become apparent, to those ordinarily skilled in the art, upon review of the following description of specific embodiments of the disclosure.
DESCRIPTION OF PREFERRED EMBODIMENTS
The drilling fluids of the invention, in particular lignin-based drilling fluids, are provided for drilling boreholes, wells or the like into subterranean reservoirs for recovering hydrocarbons from the reservoirs.
As used herein, “drilling fluid” or “drilling mud” refers to the fluid used with a drill rig to carry excavated rock or cuttings, produced by a drill bit drilling a borehole or well into the earth formation, to the surface for further processing.
As used herein, “lignin” refers to a biopolymer that is found in the secondary cell wall of plants and some algae. Lignin is a complex cross-linked phenolic polymer with high heterogeneity. Typical sources for the lignin include, but are not limited to: softwood; hardwood; and herbaceous plants such as corn stover, bagasse, grass, and straw, for example.
In some embodiments, the lignin comprises technical lignin. As used herein, “technical lignin” refers to lignin that has been isolated from lignocellulosic biomass, for example, as a byproduct of a pulp and paper production or a lignocellulosic biorefinery. Technical lignins may have a modified structure compared to native lignin and may contain impurities depending on the extraction process. In some embodiments, the technical lignin comprises at least one of Kraft lignin, lignosulfonates, soda lignin, organosolv lignin, steam-explosion lignin, and enzymatic hydrolysis lignin. In other embodiments, the technical lignin may comprise any other form of technical lignin.
In embodiments where the lignin comprises lignosulfonates, the lignosulfonates may be in the form of a salt including, for example, sodium lignosulfonate, calcium lignosulfonate, or ammonium lignosulfonate.
In other embodiments, the technical lignin is in the form of unhydrolyzed Kraft black liquor. Black liquor is a byproduct of the Kraft process and may contain not only lignin but hemicellulose, inorganic chemicals used in the pulping process, and other impurities. In other embodiments, the technical lignin is in the form of “brown liquor” (also referred to as red liquor, thick liquor and sulfite liquor) which refers to the spent liquor of the sulfite process. In other embodiments, the technical lignin may be in the form of any other spent cooking liquor of a pulping process or any other suitable lignin-based byproduct.
In other embodiments, the lignin may be synthetic lignin or any other suitable type of lignin.
In some embodiments, the lignin is hydrolyzed. As used herein, “hydrolyze” refers to using acid or base hydrolysis to at least partially separate lignin from the polysaccharide content of the lignocellulosic biomass. For example, where the lignin is in the form of black liquor, carbon dioxide may be used to precipitate Kraft lignin from the black liquor and then the Kraft lignin may be neutralized with sodium hydroxide.
In some embodiments, the lignin is in aqueous suspension. As used herein, an “aqueous suspension” of lignin refers to solid particles of lignin suspended, dispersed, and/or dissolved in a solvent that at least partially comprises water. In some embodiments, the solvent comprises substantially all water. In other embodiments, the solvent may comprise a combination of water and any other suitable solvent.
In some embodiments, the aqueous suspension of lignin may have a solids content of about 10% to about 75%, or about 25% to about 70%, or about 30% to about 60%, or about 33% to about 55% or about 50% to about 60% or about 55% to about 60%. In some embodiments, the aqueous suspension of lignin may have a solids content of about 10% or above, or of about 25% or above, or of about 30% or above, or of about 33% or above or of about 50% or above or of about 55% or above. In some embodiments, the aqueous suspension of lignin may have a solids content of about 75% or below, or of about 70% or below, or of about 60% or below, or of about 55% or below. The higher solids content in the drilling mud of the invention significantly reduces or eliminates heat transfer to the drill string.
In some embodiments, the lignin comprises at least one of lignin nanoparticles and lignin microparticles. As used herein, “nanoparticle” refers to a particle in the nanometer size range, for example, between about 1 nm and about 100 nm, and “microparticle” refers to a particle in the micrometer size range, for example, between about 100 nm and about 1000 μm (1 mm). In some preferred embodiments, the lignin particles have a size of about 200 nm or less, or about 100 nm or less. In some preferred embodiments, at least about 20%, or at least 30%, or at least 40%, or at least 50%, or at least 60%, or at least 70%, or at least 80%, or at least 90% of the lignin particles are nanoparticles having a size of about 100 nm or less.
The lignin nanoparticles and/or microparticles can be produced by any suitable method. For example, the lignin nanoparticles and/or microparticles can be produced using at least one of: solvent shifting; pH shifting; cross-linking polymerization; mechanical treatment; ice-segregation; template based synthesis; aerosol processing; electro spinning; and carbon dioxide (CO2) antisolvent treatment. Such methods are described in Beisl et al. “Lignin from Micro- to Nanosize: Production Methods” Int. J. Mol. Sci. 2017; 18: 1244, incorporated herein by reference in its entirety.
In some preferred embodiments, lignin nanoparticles are produced using a pH shifting method, for example, as disclosed in Beisl et al. Briefly, the starting lignin material may be dissolved in a basic solution (e.g. an aqueous NaOH solution at pH 12) and the pH of the solution may be gradually decreased by addition of acid (e.g. HNO3) to precipitate lignin nanoparticles. The solution may then be neutralized (e.g. by addition of NaOH) to resuspend the nanoparticles. The resulting particles may have a size of about 200 nm or less, or about 100 nm or less. In other embodiments, the lignin nanoparticles may be produced by any other suitable method.
By providing the lignin in the form of lignin nanoparticles and/or microparticles, the surface area of the lignin is increased, thereby also increasing the negative force around each particle. In addition, lignin nanoparticles and/or microparticles may have improved solubility in water. Conventional lignins are typically only soluble in water at alkaline pH; however, nanoparticles and/or microparticles may be soluble in approximately neutral water (Beisl et al.), which may be preferred for some applications.
In some embodiments, where the lignin comprises an aqueous suspension of lignin nanoparticles, the zeta potential value of the suspension may be about −5 to about −80 mV. In some embodiments, the specific gravity of the aqueous suspension of lignin nanoparticles is between about 1.286 to about 1.7 SG.
In some embodiments, the lignin and at least one biosurfactant produced by at least one isolated strain of bacteria capable of biosurfactant production are provided as an additive. As used herein, “isolated” or “isolate”, when used in reference to a strain of bacteria, refers to bacteria that have been separated from their natural environment. In some embodiments, the isolated strain or isolate is a biologically pure culture of a specific strain of bacteria. As used herein, “biologically pure” refers to a culture that is substantially free of other organisms.
As used herein, “biosurfactant” refers to compounds that are produced at the bacterial cell surface and/or secreted from the bacterial cell and function to reduce surface tension and/or interfacial tension. Non-limiting examples of biosurfactants include: lipopeptides, surfactin, glycolipids, rhamnolipids, methyl rhamnolipids, viscosin, and the like. The isolated strain may be capable of producing one or more types of biosurfactants.
In some embodiments, the isolated strain may produce one or more additional active compounds. For example, the isolated strain may produce a biopolymer, solvent, acid, exopolysaccharide, or the like.
In some embodiments, the at least one isolated strain of bacteria comprises a strain of Bacillus. In other embodiments, the at least one isolated strain comprises a strain of bacteria capable of biosurfactant production and that is non-pathogenic. Non-limiting examples of suitable strains are listed in Satpute et al. “Methods for investigating biosurfactants and bioemulsifers: a review” Critical Reviews in Biotechnology, 2010, 1-18. For example, the at least one isolated strain of Bacillus may be Bacillus amyloliquefaciens, Bacillus licheniformis, Bacillus pumilus, Bacillus subtilis, or combinations thereof, in particular Bacillus licheniformis.
In some embodiments, the pH of the additive may be selected or adjusted to provide a suitable pH for the isolated strain(s). In some embodiments, the additive may further comprise one or more nutrients to support growth of the bacteria such as, for example, acetate, one or more vitamins, or the like.
In some embodiments, the isolated strain is in a viable form. For example, in some embodiments, the isolated strain may be in the form of a liquid suspension. In some embodiments, the isolated strain may be incubated for a suitable period of time prior to incorporation into the additive such that at least a portion of biosurfactant(s) are secreted into the bacterial suspension and therefore can be incorporated into the additive. For example, the bacteria can be incubated/fermented for between about one day and about six months or longer. The isolated strain may be incubated in the presence of a nutrient source and under suitable conditions (e.g. temperature, agitation, etc.) to produce the biosurfactant(s).
In other embodiments, the isolated strain may be in a lyophilized (freeze-dried) form. In some embodiments, the freeze-dried form comprises freeze-dried spores.
In some embodiments, where the isolated strain is in the form of a liquid suspension or in a freeze-dried form, the composition may comprise approximately 40 billion CFU (colony forming units) may be combined with at least about 1 g of lignin and up to several tons of lignin.
In other embodiments, the isolated strain may in an inviable form. For example, the isolated strain may be in the form of heat-killed cells or a cell lysate. In these embodiments, the bacteria of the isolated strain may be incubated for a suitable period of time prior to loss of viability (e.g. heat killing or lysis) such that a sufficient quantity of biosurfactant(s) is secreted into the bacterial suspension for incorporation into the additive. For example, the bacteria may be incubated for at least one week prior to loss of viability.
In other embodiments, a liquid suspension of bacteria may be incubated to produce the biosurfactant(s) and a supernatant containing the biosurfactant(s) may be separated from the bacterial cells and used in the additive.
Without being limited by theory, it is believed that the combination of lignin and the biosurfactant produced by the isolated strain act to mimic the natural habitat of the biosurfactant producing strains. The lignin may function as a growth substrate that contains required nutrients (carbon and fructose) to support growth of the bacteria, with the exception of additional acetate and metallic vitamins which may be added to the additive as needed.
In addition, a series of drop collapse tests were conducted to evaluate additional benefits of combining the lignin with a suitable biosurfactant in the composition of the invention. In particular, the tests were carried out to determine the effectiveness of the compositions of the invention in reducing the surface tension of water and other liquids. The results indicated that a further advantage in combining the lignin and biosurfactant in the composition of the invention is a significant reduction in surface tension at concentrations of between about 10 ppm and 300 ppm of the biosurfactant, which assists significantly in the compositions ability to cut through hydrocarbon containing materials.
In some embodiments, the lignin-based additives of the invention further comprise catholyte solutions. As used herein, “catholyte solution” is an activated solution produced in an electrochemical reaction, and is that part of the electrolyte solution adjacent the cathode of an electrochemical cell. It can be produced, for instance, from a 0.05%-1% salt brine (NaCl or KCl), and has a pH in the range 10.0 to 13.0 and an ORP/Redox value of less than about −800 mV, typically in the order of −900 to −950 mV. In the case of an NaCl starting solution, the active ingredient is highly active, and typically unstable, NaOH.
The additive of the invention can comprise from about 1% to about 75% by volume of the catholyte solution.
In some embodiments, the additive further comprises at least one of a carboxylic acid or a salt or ester thereof. In some embodiments, the carboxylic acid is a di-carboxylic acid or a salt or ester thereof. The carboxylic acid or salt/ester thereof may function as a solvent, for example, by facilitating formation of a stable emulsion of the various components of the additive. In some embodiments, the additive comprises a carboxylic acid ester. In some embodiments, the carboxylic acid ester comprises a methyl ester or a butyl ester. In some embodiments, the butyl esters are produced by biochemical metathesis. In some embodiments, the butyl ester comprises n-Butyl 4-oxopentanoate. In some embodiments, the methyl ester comprises unsaturated C10 or C12 methyl ester. In some embodiments, the methyl ester comprises methyl 9-decenoate or methyl 9-dodecenoate. In some embodiments, the methyl ester is produced from a plant oil feedstock.
In other embodiments the carboxylic acid or a salt or ester thereof may comprise at least one oleic acid or a salt or ester thereof. In some embodiments, the oleic acid or a salt or ester thereof may be provided in the form of “tall oil”, a viscous liquid obtained as a byproduct of the Kraft process. In some embodiments, the tall oil may be distilled to tall oil rosin or tall oil fatty acid (TOFA) which comprise a higher proportion of oleic acids than tall oil.
In some embodiments, the additive comprises a combination of two or more carboxylic acids or salts/esters thereof. As one example, the additive may comprise a combination of di-carboxylic acid and butyl esters produced by biochemical metathesis.
In some embodiments, the additive may comprise about 1% to about 30%, or about 1% to about 20%, or about 1% to 10% of di-carboxylic acid and/or butyl esters by volume.
In some embodiments, the additive further comprises carbon black. The carbon black may be electroconductive carbon black and the carbon black may function to increase the conductivity of the additive. In some embodiments, the carbon black may be conductive, superconductive, extraconductive or ultraconductive carbon black. In some embodiments, the carbon black may be in the form of carbon black beads, microparticles, and/or nanoparticles. For example, the carbon black may comprise Printex™ XE2 B Beads from Orion Engineered Carbons™. In some embodiments, the additive may comprise about 0.5% to about 10% carbon black by volume. In some embodiments, addition of carbon black may increase the negative zeta potential of the additive thereby increasing its electrical stability. In other embodiments, the additive may comprise any other highly conductive microparticle and/or nanoparticle.
In some embodiments, the additive is gasified with a gas. As used herein, “gasified” refers to introduction of a gas into the lignin such that bubbles of the gas are suspended therein. The term “aerated” refers to gasifying with air or oxygen. The gas may be selected based on the aerobic or anaerobic nature of the isolated strain(s) incorporated into the additive. In some embodiments, the gas at least partially comprises oxygen. For example, the gas may be air or relatively pure oxygen. In some embodiments, the gas may at least partially comprise carbon dioxide and/or nitrogen. Gasification may function to provide oxygen and/or other suitable gasses directly or in close proximity to the bacterial cells of the isolated strain. Gasification may promote proliferation of the bacterial cells and allow the additive to be used or stored for an extended period of time. In some embodiments, the aerated additive may have a half-life of about 20 to 30 days.
In some embodiments, the additive is gasified with nanobubbles and/or microbubbles of the gas. As used herein, “nanobubble” refers to bubbles in the nanometer range and “microbubble” refers to bubbles in the micrometer range. The nanobubbles and/or microbubbles may be introduced into the additive by any suitable means including, for example, a micro- or nanobubble nozzle or a venturi tube.
It has surprisingly been found that using a stabilized or upgraded as opposed to an otherwise unstable catholyte solution enhances the action of the additives of the invention. Accordingly, in some embodiments, the catholyte solution is pre-treated in a system that is designed to introduce nitrogen gas into the catholyte solution, in particular in the form of nano- and/or micro-bubbles, for incorporation into a composition of the invention.
Accordingly, in some embodiments, the catholyte solution is upgraded prior to blending with the other components of the additive.
In some embodiments, the additive may comprise any other suitable components. For example, in some embodiments, the additive may further comprise at least one nutrient source for the live bacteria of the isolated strain.
At +/−1.3 SG, the density of the additive is potentially too high for some drilling fluid applications. It is, therefore, in some embodiments, provided at 5-10% by volume sans bacteria when constituting the drilling fluid or mud. In other embodiments, the additive may provide a suitable drilling fluid base in hole intervals where densities of ≥1.3 SG are required from the start, saving on the cost of barite additions.
A number of potential benefits of using lignin based drilling fluids or muds include enhance wellbore lubricity, contribution to filtration control (possibly together with other additives), improved shale inhibition and cuttings integrity, and improved cuttings separation, and improved corrosion control (as the Bacillus strains inhibit sulphate reducing bacteria), for example.
Therefore, in some embodiments, a relatively non-toxic, inert, and sustainable additive is provided for producing a drilling fluid. The additive may also be relatively low cost as lignin is a waste product of pulp and paper operations that is typically discarded.
Various modifications besides those already described are possible without departing from the concepts disclosed herein. Moreover, in interpreting the disclosure, all terms should be interpreted in the broadest possible manner consistent with the context. In particular, the terms “comprises” and “comprising” should be interpreted as referring to elements, components, or steps in a non-exclusive manner, indicating that the referenced elements, components, or steps may be present, or utilized, or combined with other elements, components, or steps that are not expressly referenced.
Although particular embodiments have been shown and described, it will be appreciated by those skilled in the art that various changes and modifications might be made without departing from the scope of the disclosure. The terms and expressions used in the preceding specification have been used herein as terms of description and not of limitation, and there is no intention in the use of such terms and expressions of excluding equivalents of the features shown and described or portions thereof.

Claims (16)

The invention claimed is:
1. A drilling fluid or mud suitable for drilling a borehole, or well into an earth formation, the drilling fluid or mud comprising an aqueous suspension of solid lignin particles and at least one isolated strain of Bacillus selected from the group consisting of Bacillus amyloliquefaciens, Bacillus licheniformis, Bacillus pumilus, Bacillus subtilis, and combinations thereof, the drilling fluid or mud having a solid content of above about 55%, wherein the aqueous suspension of solid lignin particles has a solid content of solid lignin particles of about 25% or above.
2. The drilling fluid or mud of claim 1, wherein a source of the lignin solid particles is technical lignin.
3. The drilling fluid or mud of claim 2, wherein the technical lignin comprises at least one of Kraft lignin, lignosulfonates, soda lignin, organosolv lignins, steam-explosion lignin, enzymatic hydrolysis lignin, or unhydrolyzed Kraft black liquor lignin.
4. The drilling fluid or mud of claim 1, wherein the solid lignin particles comprise at least one of lignin nanoparticles and lignin microparticles.
5. The drilling fluid or mud of claim 1, wherein at least 20% of the solid lignin particles are lignin nanoparticles.
6. The drilling fluid or mud of claim 1, wherein the solid lignin particles and the at least one biosurfactant are provided as an additive.
7. The drilling fluid or mud of claim 6, wherein the at least one isolated strain of Bacillus bacteria is in the form of a liquid suspension or freeze-dried spores.
8. The drilling fluid or mud of claim 6, wherein the additive further comprises a stabilized or enhanced catholyte solution, wherein the catholyte solution is enhanced or stabilized in a pre-treatment system arranged to introduce nitrogen gas, in the form of nanobubbles and/or microbubbles, into the catholyte solution.
9. The drilling fluid or mud of claim 6, wherein the additive further comprises at least one of a carboxylic acid or a salt or ester thereof.
10. The drilling fluid or mud of claim 6, wherein the additive further comprises carbon black.
11. The drilling fluid or mud of claim 6, wherein the additive further comprises pyrolysis oil.
12. The drilling fluid or mud of claim 6, wherein the additive is gasified.
13. The drilling fluid or mud of claim 12, wherein the additive is gasified with at least one of nanobubbles and microbubbles.
14. The drilling fluid or mud of claim 1, which has a solid content of about 55% to about 60%.
15. A drilling fluid or mud suitable for drilling a borehole or well into an earth formation, the drilling fluid or mud comprising an aqueous suspension of solid lignin particles and at least one isolated strain of bacteria capable of producing at least one biosurfactant, the aqueous suspension of solid lignin particles comprising lignin nanoparticles and microparticles and having a solid content of solid lignin particles of about 55% or above.
16. The drilling fluid or mud of claim 15, wherein the at least one isolated strain of bacteria is selected from the group consisting of Bacillus amyloliquefaciens, Bacillus licheniformis, Bacillus pumilus, Bacillus subtilis, and combinations thereof.
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Citations (125)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3438895A (en) 1965-07-30 1969-04-15 Georgia Pacific Corp Drilling mud and product therefor
US3864276A (en) 1972-10-02 1975-02-04 Dryden Chemical Limited Lignin dispersing agents and method of making same
US4101394A (en) 1975-05-09 1978-07-18 Ppg Industries, Inc. Electrolytic method
US4133385A (en) 1976-11-26 1979-01-09 Texaco Inc. Oxidized lignosulfonates as additives in oil recovery processes involving chemical recovery agents
US4304572A (en) 1976-06-24 1981-12-08 Texaco, Inc. Production of solid fuel-water slurries
CA1132452A (en) 1978-12-11 1982-09-28 George Kalfoglou Lignosulfanates as additives in oil recovery processes involving chemical recovery agents
US4392941A (en) 1980-07-28 1983-07-12 Suncor, Inc. Recovery of bitumen from tar sands sludge using additional water
CN85105225A (en) 1985-07-05 1986-07-30 华南工学院 A kind of is the technology that raw material is produced oil drilling mud thinner with furfural dregs
US4877517A (en) 1988-05-02 1989-10-31 Falconbridge Limited Depressant for flotation separation of polymetallic sulphidic ores
US5028238A (en) 1987-03-12 1991-07-02 Rybinski Wolfgang Dispersants and their use in aqueous coal suspensions
US5059332A (en) 1990-04-09 1991-10-22 Yukimasa Satoh Method and device for treating oil sludge and oil-containing waste water
US5114597A (en) 1990-02-22 1992-05-19 Sun Drilling Products Corporation Method of making a drilling fluid containing carbon black in a dispersed state
WO1992019349A1 (en) 1991-05-02 1992-11-12 Conoco Specialty Products Inc. Oil and water separation system
US5164480A (en) 1991-08-20 1992-11-17 Union Camp Corporation Method for the manufacture of tall oils
US5246602A (en) 1986-02-24 1993-09-21 Forrest Gabriel T Method and composition fracturing subterranean formations
US5248329A (en) 1991-02-22 1993-09-28 Metallurgical And Biological Extraction Systems, Inc. Biological processes for recovering heavy metals
US5316682A (en) 1993-03-25 1994-05-31 Key Solutions, Inc. Gas micronizer and purification system and related methods
US5316664A (en) 1986-11-24 1994-05-31 Canadian Occidental Petroleum, Ltd. Process for recovery of hydrocarbons and rejection of sand
US5344625A (en) 1987-01-20 1994-09-06 Ensci, Inc. Precious metal recovery process from sulfide ores
US5368972A (en) 1992-02-15 1994-11-29 Ricoh Company, Ltd. Method of preparing composite particles comprising adhering wax particles to the surface of resin particles
US5711383A (en) * 1996-04-19 1998-01-27 Halliburton Company Cementitious well drilling fluids and methods
US5743945A (en) 1995-12-14 1998-04-28 Fuji Xerox Co., Ltd. Ink for ink jet recording and ink jet recording process
US5911276A (en) 1997-05-27 1999-06-15 Texaco Inc Use of unmodified kraft lignin, an amine and a water-soluble sulfonate composition in enhanced oil recovery
US6306800B1 (en) 1996-10-09 2001-10-23 Schlumberger Technology Corporation Methods of fracturing subterranean formations
US6348436B1 (en) 1996-07-15 2002-02-19 Rhodia Chimie Fluid comprising cellulose nanofibrils and its use for oil mining
US20020044887A1 (en) 2000-10-17 2002-04-18 Jones David H. Cleaning solution to remove hydrocarbons from a substrate
RU2188935C1 (en) 2001-04-06 2002-09-10 Открытое акционерное общество "Акционерная нефтяная компания "Башнефть" Composition for intensification of oil recovery
CA2535702A1 (en) 2003-09-22 2005-03-31 The Governors Of The University Of Alberta Processing aids for enhanced hydrocarbon recovery from oil sands, oil shale and other petroleum residues
US20060177661A1 (en) 2005-02-04 2006-08-10 Smith Russell J Composition and method for making a proppant
CA2547100A1 (en) 2005-05-27 2006-11-27 David H. Jones Cleaning solution
US20070045198A1 (en) 2003-10-10 2007-03-01 Hikoroku Sugiura Method for purifying fluid and static mixer
CA2640005A1 (en) 2006-01-30 2007-08-09 Ggt Waste Inc. Methods for oil extraction
CN101104177A (en) 2007-08-01 2008-01-16 中国石油化工股份有限公司 A Biomass Enhanced In-Situ Bioremediation Method for Petroleum Contaminated Soil
US20090011972A1 (en) 2004-12-28 2009-01-08 Sanyo Chemical Industries, Ltd. Surfactant for Fine-Bubble Formation
US20090082227A1 (en) 2007-08-24 2009-03-26 Hnatow Linda L Application of anaerobic denitrifying bacteria utilizing petroleum components as sole carbon source for oil
US20090211960A1 (en) 2006-03-15 2009-08-27 Aibel As Fluid treatment tank and a well fluid processing system comprising such a tank
US20090266541A1 (en) 2008-04-28 2009-10-29 Reynolds Thomas A Waste material processing for oil recovery
US20090291861A1 (en) 2006-08-07 2009-11-26 Christopher Alan Sawdon Wellbore fluid
US20090308612A1 (en) * 2006-09-25 2009-12-17 Halliburton Energy Services, Inc. Method for wellbore servicing to enhance the mechanical strength of cement using electrochemically activated water
US20100137168A1 (en) 2007-07-03 2010-06-03 Baker Hughes Incorporated Nanoemulsions
US20100233050A1 (en) 2007-08-31 2010-09-16 Lignotech Usa, Inc. Hardwood Lignosulfonates for Separating Gangue Materials From Metallic Sulfide Ores
JP2011121002A (en) 2009-12-10 2011-06-23 Takenaka Komuten Co Ltd Nano bubble generator
CA2661202C (en) 2006-09-12 2011-11-29 Soane Energy Llc Tunable surfactants for oil recovery applications
US20120247763A1 (en) 2011-04-01 2012-10-04 Solazyme, Inc. Biomass-based oil field chemicals
WO2012151524A2 (en) 2011-05-04 2012-11-08 Renmatix, Inc. Lignin production from lignocellulosic biomass
WO2013037643A1 (en) 2011-09-15 2013-03-21 Unilever Plc Detergent compositions comprising surfactant and enzyme
US8450260B2 (en) 2008-12-29 2013-05-28 Conopco, Inc. Structured aqueous detergent compositions
US8455226B2 (en) 2006-07-05 2013-06-04 Janssen Pharmaceutica N.V. Method for producing metal nanoparticles
CA2723591C (en) 2008-05-05 2013-07-16 M-I L.L.C. Methods and aqueous based wellbore fluids for reducing wellbore fluid loss and filtrate loss
US20130274150A1 (en) 2010-12-17 2013-10-17 Akzo Nobel Chemicals International B.V. Lignosulfonate grafts with an acid, ester and non-ionic monomers
US8741256B1 (en) * 2009-04-24 2014-06-03 Simbol Inc. Preparation of lithium carbonate from lithium chloride containing brines
US8748153B2 (en) 2010-07-30 2014-06-10 Universidad De Chile Biosorbents for the extraction of metals
US20140261077A1 (en) * 2013-03-15 2014-09-18 Pinova, Inc. Asphalt emulsifiers derived from pyrolyzed wood
CA2705147C (en) 2007-11-09 2014-09-30 Soane Energy, Llc Systems and methods for oil sands processing
GB2514202A (en) 2013-05-16 2014-11-19 Nano Tech Inc Ltd Micro-nanobubble generation systems
CN104152129A (en) 2014-08-19 2014-11-19 安徽帝元生物科技有限公司 Application of iturins sodium surfactin as oil displacement agent and oil displacement agent containing iturins sodium surfactin
US20140371071A1 (en) 2011-12-16 2014-12-18 BASF Agro B.V., Amhem (NL) Zürich Branch Synergistic fungicidal and insecticidal compositions comprising a quillay extract and an acacia negra extract
CN104321422A (en) 2012-01-27 2015-01-28 Gfs澳大利亚股份有限公司 Method of producing biosurfactants
CN103636599B (en) 2013-11-19 2015-03-18 湖北省生物农药工程研究中心 Preparation method of high-content dry Bacillus thuringiensis suspension
CA2921996A1 (en) 2013-09-12 2015-03-19 William J. Kohr Microbial enhanced oil recovery method
WO2015065981A1 (en) 2013-10-29 2015-05-07 Soane Energy, Llc Formulations and methods for removing hydrocarbons from surfaces
US20150166836A1 (en) 2013-12-12 2015-06-18 Solenis Technologies, L.P. Lignin nanoparticle dispersions and methods for producing and using the same
US20150285051A1 (en) 2014-04-04 2015-10-08 Cenovus Energy Inc. Hydrocarbon recovery with multi-function agent
CA2693008C (en) 2007-06-26 2016-04-05 Statoil Asa Method of enhancing oil recovery
WO2016053345A1 (en) 2014-10-03 2016-04-07 Halliburton Energy Services, Inc. Fly ash microspheres for use in subterranean formation operations
US20160168272A1 (en) 2014-06-25 2016-06-16 Api Intellectual Property Holdings, Llc Processes for producing nanocellulose-lignin composite materials, and compositions obtained therefrom
US20160236158A1 (en) 2013-10-03 2016-08-18 Ebed Holdings Inc. Nanobubble-containing liquid solutions
CN205527917U (en) 2015-12-31 2016-08-31 武汉材料保护研究所 Oily sewage treatment device
CN106188857A (en) 2016-07-27 2016-12-07 张蒙 A kind of automobile sound absorption fretting map modified bamboo fibrous polypropylene material by force
WO2016196680A1 (en) 2015-06-01 2016-12-08 Robert Caron Biofilm control and frack fluid production using bacillus subtilis activated with gfak
CA2988826A1 (en) 2015-06-25 2016-12-29 Goe-Ip As Plugging formulation comprising microorganisms or cell-free enzymes, solid particles and a viscosifier, and methods
US20170029691A1 (en) 2015-07-27 2017-02-02 Ecolab Usa Inc. Cleaning and removal of wax deposits in oil and gas wells using cationic polymers
JP2017029892A (en) 2015-07-29 2017-02-09 国立大学法人神戸大学 Treatment method and treatment apparatus for exhaust gas
KR101711607B1 (en) 2015-08-24 2017-03-02 경상대학교산학협력단 Chaotic static mixers with improved mixing performance by patterned surface
CA2791256C (en) 2009-12-17 2017-06-13 Universiti Sains Malaysia A method for pretreating crude oil using microorganism
US20170306264A1 (en) 2014-09-30 2017-10-26 Evonik Degussa Gmbh Biosurfactant-containing formulation
WO2018064689A1 (en) 2016-09-28 2018-04-05 Botha Quartus Paulus Nano-bubble generator and method of generating nano-bubbles
US20180148632A1 (en) 2016-11-30 2018-05-31 Ecolab Usa Inc. Composition for remediating iron sulfide in oilfield production systems
CA3048404A1 (en) 2016-12-29 2018-07-05 Shell Internationale Research Maatschappij B.V. Fracturing a formation with mortar slurry
CA3052048A1 (en) 2017-02-07 2018-08-16 Locus Oil Ip Company, Llc Materials and methods for reducing viscosity of oil
CA3052465A1 (en) 2017-02-09 2018-08-16 Locus Oil Ip Company, Llc Compositions and methods for reducing hydrogen sulfide and microbial influenced corrosion in crude oil, natural gas, and in associated equipment
CN108441223A (en) 2018-03-09 2018-08-24 上海禾元环保集团有限公司 It is a kind of for the elution medicament of petroleum hydrocarbon contaminated soil reparation and its preparation and application
CN106217826B (en) 2016-07-27 2018-09-04 象山杰尔德智能科技有限公司 A kind of modified bamboo fibre lactic acid composite material of automotive trim
CA3054686A1 (en) 2017-03-03 2018-09-07 Locus Oil Ip Company, Llc Compositions and methods for microbial enhanced digestion of polymers in fracking wells
US20180265794A1 (en) 2015-09-22 2018-09-20 Ren Fuel K2B Ab Continuous production of fuel grade hydrocarbons by hydrotreatment of forestry byproduct lignin
CN108623112A (en) 2018-07-17 2018-10-09 华油惠博普科技股份有限公司 A kind of novel grease solid rapidly and efficiently modular device and its implementation
CA3058761A1 (en) 2017-04-09 2018-10-18 Locus Oil Ip Company, Llc Microbial products and uses thereof to improve oil recovery
KR20180130070A (en) 2017-05-26 2018-12-06 심인태 Nano-Bubble Generator
US20180355446A1 (en) 2014-07-21 2018-12-13 Xyleco, Inc. Processing biomass
US20190031945A1 (en) 2017-07-28 2019-01-31 Petrochina Company Limited Surfactant that changes the wettability of tight sandstone and its preparation method and application
US20190055459A1 (en) 2017-08-18 2019-02-21 Flotek Chemistry, Llc Compositions comprising aromatic compounds for use in oil and/or gas wells and related methods
US20190093463A1 (en) 2017-09-28 2019-03-28 Nano Gas Technologies Inc Hydraulic Fracturing with Nanobubbles
WO2019067356A1 (en) 2017-09-27 2019-04-04 Locus Oil Ip Company, Llc Materials and methods for recovering oil from oil sands
WO2019112970A1 (en) 2017-12-04 2019-06-13 Hexion Research Belgium S.A. Multiple functional wellbore fluid additive
US20190184350A1 (en) 2017-12-14 2019-06-20 Horiba Stec, Co., Ltd. Mixer and vaporization apparatus
CN109943299A (en) 2019-04-10 2019-06-28 北京大德广源石油技术服务有限公司 Stablize the micro-emulsion nano drilling fluid of unconventional reservoir
US10362786B2 (en) 2008-04-07 2019-07-30 Bayer Intellectual Property Gmbh Stable aqueous spore-containing formulation
WO2019191296A1 (en) 2018-03-27 2019-10-03 Locus Oil Ip Company, Llc Multi-functional compositions for enhanced oil and gas recovery and other petroleum industry applications
WO2019213055A1 (en) 2018-04-30 2019-11-07 Locus Oil Ip Company, Llc Compositions and methods for paraffin liquefaction and enhanced oil recovery in oil wells and associated equipment
US20190382649A1 (en) 2018-06-19 2019-12-19 Hexion Inc. Wellbore composition
US20190390405A1 (en) 2017-02-13 2019-12-26 Cmblu Projekt Ag Novel Methods For Processing Lignocellulosic Material
CN110616062A (en) 2019-10-22 2019-12-27 湖北富邦科技股份有限公司 Additive for long-distance conveying of high-concentration phosphorus ore pulp
CA2999599C (en) 2015-09-22 2019-12-31 9668241 Canada Inc. Microbially enhanced thermal oil recovery
CA2772395C (en) 2009-08-28 2020-01-07 Geo Fossil Fuels, Llc Microbial enhanced oil recovery methods
WO2020028253A1 (en) 2018-07-30 2020-02-06 Locus Oil Ip Company, Llc Compositions and methods for enhanced oil recovery from low permeability formations
WO2020060529A1 (en) 2018-09-17 2020-03-26 Halliburton Energy Services, Inc. Foamed treatment fluids comprising nanoparticles
WO2020072735A1 (en) 2018-10-04 2020-04-09 Bharti Bhuvnesh Lignin composition, methods of making and using the composition for adsorption onto petrochemical oil and oil removal
CA2950089C (en) 2014-07-02 2020-04-21 Multi-Chem Group, Llc Surfactant formulations for reduced and delayed adsorption
CA2831902C (en) 2011-03-31 2020-05-12 University Of Wyoming Biomass-enhanced natural gas from coal formations
US20200157408A1 (en) * 2017-07-26 2020-05-21 Locus Oil Ip Company, Llc Two-Step Process for Microbial Enhanced Oil Recovery
US20200172788A1 (en) 2017-07-27 2020-06-04 Locus Oil Ip Company, Llc Improved Methods of Selective and Non-Selective Plugging for Water Flooding in Enhanced Oil Recovery
WO2020149756A2 (en) 2019-01-19 2020-07-23 Qatar Foundation For Education, Science And Community Development Chitosan-based nanocomposite as an antimicrobial agent and corrosion inhibitor
US20200255466A1 (en) 2017-10-26 2020-08-13 Aalto University Foundation Sr Aqueous lignin dispersions and methods of preparing the same
US20200352016A1 (en) 2016-06-09 2020-11-05 Charlles Bohdy Nanoplasmoid suspensions and systems and devices for the generation thereof
US10829833B2 (en) 2015-03-30 2020-11-10 B.R.A.I.N. Biotechnology Research And Information Network Ag Biological processing of scrap metal, household waste and/or industrial waste for the isolation of heavy metals
CA2877367C (en) 2014-01-13 2020-12-22 Conocophillips Company Anti-retention agent in steam-solvent oil recovery
WO2020264073A1 (en) 2019-06-26 2020-12-30 Locus Oil Ip Company, Llc Compositions and methods for paraffin liquefaction and enhanced oil recovery using concentrated acids
WO2021015633A1 (en) 2019-07-19 2021-01-28 Net Spółka Z Ograniczoną Odpowiedzialnością Water Technologies Spółka Komandytowa A system for saturating liquids with gas and a method for saturating liquids with gas using this system
WO2021052939A1 (en) 2019-09-18 2021-03-25 Ulrika Rova A collector for froth flotation, a method for producing the collector and the use thereof
US20210261451A1 (en) 2020-02-20 2021-08-26 Hydrozonix, Llc Combined aeration and nanobubble delivery system for water treatment and carbon capture
US20210261459A1 (en) * 2020-02-20 2021-08-26 Locus Ip Company, Llc Concrete compositions and methods for producing same
CA2945194C (en) 2014-04-15 2022-07-05 Earth Alive Clean Technologies Inc. New soil activator containing ammonium lignosulfonate, and uses thereof
GB2605591A (en) 2021-04-06 2022-10-12 Lignosol Ip Ltd Lignin-based fracturing fluids and related methods
CA2886934C (en) 2014-03-31 2023-01-24 Cenovus Energy Inc. Establishing fluid communication for hydrocarbon recovery using surfactant
US12275894B2 (en) 2021-04-06 2025-04-15 LignoSol IP Limited Lignin-based fracturing fluids and related methods

Patent Citations (129)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3438895A (en) 1965-07-30 1969-04-15 Georgia Pacific Corp Drilling mud and product therefor
US3864276A (en) 1972-10-02 1975-02-04 Dryden Chemical Limited Lignin dispersing agents and method of making same
US4101394A (en) 1975-05-09 1978-07-18 Ppg Industries, Inc. Electrolytic method
US4304572A (en) 1976-06-24 1981-12-08 Texaco, Inc. Production of solid fuel-water slurries
US4133385A (en) 1976-11-26 1979-01-09 Texaco Inc. Oxidized lignosulfonates as additives in oil recovery processes involving chemical recovery agents
CA1132452A (en) 1978-12-11 1982-09-28 George Kalfoglou Lignosulfanates as additives in oil recovery processes involving chemical recovery agents
US4392941A (en) 1980-07-28 1983-07-12 Suncor, Inc. Recovery of bitumen from tar sands sludge using additional water
CN85105225A (en) 1985-07-05 1986-07-30 华南工学院 A kind of is the technology that raw material is produced oil drilling mud thinner with furfural dregs
US5246602A (en) 1986-02-24 1993-09-21 Forrest Gabriel T Method and composition fracturing subterranean formations
US5316664A (en) 1986-11-24 1994-05-31 Canadian Occidental Petroleum, Ltd. Process for recovery of hydrocarbons and rejection of sand
US5344625A (en) 1987-01-20 1994-09-06 Ensci, Inc. Precious metal recovery process from sulfide ores
US5028238A (en) 1987-03-12 1991-07-02 Rybinski Wolfgang Dispersants and their use in aqueous coal suspensions
US4877517A (en) 1988-05-02 1989-10-31 Falconbridge Limited Depressant for flotation separation of polymetallic sulphidic ores
US5114597A (en) 1990-02-22 1992-05-19 Sun Drilling Products Corporation Method of making a drilling fluid containing carbon black in a dispersed state
US5059332A (en) 1990-04-09 1991-10-22 Yukimasa Satoh Method and device for treating oil sludge and oil-containing waste water
US5248329A (en) 1991-02-22 1993-09-28 Metallurgical And Biological Extraction Systems, Inc. Biological processes for recovering heavy metals
WO1992019349A1 (en) 1991-05-02 1992-11-12 Conoco Specialty Products Inc. Oil and water separation system
US5164480A (en) 1991-08-20 1992-11-17 Union Camp Corporation Method for the manufacture of tall oils
US5368972A (en) 1992-02-15 1994-11-29 Ricoh Company, Ltd. Method of preparing composite particles comprising adhering wax particles to the surface of resin particles
US5316682A (en) 1993-03-25 1994-05-31 Key Solutions, Inc. Gas micronizer and purification system and related methods
US5743945A (en) 1995-12-14 1998-04-28 Fuji Xerox Co., Ltd. Ink for ink jet recording and ink jet recording process
US5711383A (en) * 1996-04-19 1998-01-27 Halliburton Company Cementitious well drilling fluids and methods
US6348436B1 (en) 1996-07-15 2002-02-19 Rhodia Chimie Fluid comprising cellulose nanofibrils and its use for oil mining
US6306800B1 (en) 1996-10-09 2001-10-23 Schlumberger Technology Corporation Methods of fracturing subterranean formations
US5911276A (en) 1997-05-27 1999-06-15 Texaco Inc Use of unmodified kraft lignin, an amine and a water-soluble sulfonate composition in enhanced oil recovery
CA2425424A1 (en) 2000-10-17 2002-04-25 Earth Alive Resources Inc. Cleaning solution to remove hydrocarbons from a substrate
US20020044887A1 (en) 2000-10-17 2002-04-18 Jones David H. Cleaning solution to remove hydrocarbons from a substrate
RU2188935C1 (en) 2001-04-06 2002-09-10 Открытое акционерное общество "Акционерная нефтяная компания "Башнефть" Composition for intensification of oil recovery
CA2535702A1 (en) 2003-09-22 2005-03-31 The Governors Of The University Of Alberta Processing aids for enhanced hydrocarbon recovery from oil sands, oil shale and other petroleum residues
WO2005028592A1 (en) 2003-09-22 2005-03-31 The Governors Of The University Of Alberta Processing aids for enhanced hydrocarbon recovery from oil sands, oil shale and other petroleum residues
US20070045198A1 (en) 2003-10-10 2007-03-01 Hikoroku Sugiura Method for purifying fluid and static mixer
US20090011972A1 (en) 2004-12-28 2009-01-08 Sanyo Chemical Industries, Ltd. Surfactant for Fine-Bubble Formation
US20060177661A1 (en) 2005-02-04 2006-08-10 Smith Russell J Composition and method for making a proppant
CA2547100A1 (en) 2005-05-27 2006-11-27 David H. Jones Cleaning solution
CA2640005A1 (en) 2006-01-30 2007-08-09 Ggt Waste Inc. Methods for oil extraction
US20090211960A1 (en) 2006-03-15 2009-08-27 Aibel As Fluid treatment tank and a well fluid processing system comprising such a tank
US8455226B2 (en) 2006-07-05 2013-06-04 Janssen Pharmaceutica N.V. Method for producing metal nanoparticles
US20090291861A1 (en) 2006-08-07 2009-11-26 Christopher Alan Sawdon Wellbore fluid
CA2661202C (en) 2006-09-12 2011-11-29 Soane Energy Llc Tunable surfactants for oil recovery applications
US20090308612A1 (en) * 2006-09-25 2009-12-17 Halliburton Energy Services, Inc. Method for wellbore servicing to enhance the mechanical strength of cement using electrochemically activated water
CA2693008C (en) 2007-06-26 2016-04-05 Statoil Asa Method of enhancing oil recovery
US20100137168A1 (en) 2007-07-03 2010-06-03 Baker Hughes Incorporated Nanoemulsions
CN101104177A (en) 2007-08-01 2008-01-16 中国石油化工股份有限公司 A Biomass Enhanced In-Situ Bioremediation Method for Petroleum Contaminated Soil
US20090082227A1 (en) 2007-08-24 2009-03-26 Hnatow Linda L Application of anaerobic denitrifying bacteria utilizing petroleum components as sole carbon source for oil
US20100233050A1 (en) 2007-08-31 2010-09-16 Lignotech Usa, Inc. Hardwood Lignosulfonates for Separating Gangue Materials From Metallic Sulfide Ores
CA2705147C (en) 2007-11-09 2014-09-30 Soane Energy, Llc Systems and methods for oil sands processing
US10362786B2 (en) 2008-04-07 2019-07-30 Bayer Intellectual Property Gmbh Stable aqueous spore-containing formulation
CA2720739C (en) 2008-04-07 2020-04-21 Bayer Cropscience Lp Stable aqueous bacillus firmus-containing spore formulations
US20090266541A1 (en) 2008-04-28 2009-10-29 Reynolds Thomas A Waste material processing for oil recovery
CA2723591C (en) 2008-05-05 2013-07-16 M-I L.L.C. Methods and aqueous based wellbore fluids for reducing wellbore fluid loss and filtrate loss
US8450260B2 (en) 2008-12-29 2013-05-28 Conopco, Inc. Structured aqueous detergent compositions
US8741256B1 (en) * 2009-04-24 2014-06-03 Simbol Inc. Preparation of lithium carbonate from lithium chloride containing brines
CA2772395C (en) 2009-08-28 2020-01-07 Geo Fossil Fuels, Llc Microbial enhanced oil recovery methods
JP2011121002A (en) 2009-12-10 2011-06-23 Takenaka Komuten Co Ltd Nano bubble generator
CA2791256C (en) 2009-12-17 2017-06-13 Universiti Sains Malaysia A method for pretreating crude oil using microorganism
US8748153B2 (en) 2010-07-30 2014-06-10 Universidad De Chile Biosorbents for the extraction of metals
US20130274150A1 (en) 2010-12-17 2013-10-17 Akzo Nobel Chemicals International B.V. Lignosulfonate grafts with an acid, ester and non-ionic monomers
CA2831902C (en) 2011-03-31 2020-05-12 University Of Wyoming Biomass-enhanced natural gas from coal formations
US20120247763A1 (en) 2011-04-01 2012-10-04 Solazyme, Inc. Biomass-based oil field chemicals
WO2012151524A2 (en) 2011-05-04 2012-11-08 Renmatix, Inc. Lignin production from lignocellulosic biomass
WO2013037643A1 (en) 2011-09-15 2013-03-21 Unilever Plc Detergent compositions comprising surfactant and enzyme
US20140371071A1 (en) 2011-12-16 2014-12-18 BASF Agro B.V., Amhem (NL) Zürich Branch Synergistic fungicidal and insecticidal compositions comprising a quillay extract and an acacia negra extract
CN104321422A (en) 2012-01-27 2015-01-28 Gfs澳大利亚股份有限公司 Method of producing biosurfactants
US20140261077A1 (en) * 2013-03-15 2014-09-18 Pinova, Inc. Asphalt emulsifiers derived from pyrolyzed wood
GB2514202A (en) 2013-05-16 2014-11-19 Nano Tech Inc Ltd Micro-nanobubble generation systems
CA2921996A1 (en) 2013-09-12 2015-03-19 William J. Kohr Microbial enhanced oil recovery method
US20160236158A1 (en) 2013-10-03 2016-08-18 Ebed Holdings Inc. Nanobubble-containing liquid solutions
WO2015065981A1 (en) 2013-10-29 2015-05-07 Soane Energy, Llc Formulations and methods for removing hydrocarbons from surfaces
CN103636599B (en) 2013-11-19 2015-03-18 湖北省生物农药工程研究中心 Preparation method of high-content dry Bacillus thuringiensis suspension
US20150166836A1 (en) 2013-12-12 2015-06-18 Solenis Technologies, L.P. Lignin nanoparticle dispersions and methods for producing and using the same
CA2877367C (en) 2014-01-13 2020-12-22 Conocophillips Company Anti-retention agent in steam-solvent oil recovery
CA2886934C (en) 2014-03-31 2023-01-24 Cenovus Energy Inc. Establishing fluid communication for hydrocarbon recovery using surfactant
US20150285051A1 (en) 2014-04-04 2015-10-08 Cenovus Energy Inc. Hydrocarbon recovery with multi-function agent
CA2945194C (en) 2014-04-15 2022-07-05 Earth Alive Clean Technologies Inc. New soil activator containing ammonium lignosulfonate, and uses thereof
US20160168272A1 (en) 2014-06-25 2016-06-16 Api Intellectual Property Holdings, Llc Processes for producing nanocellulose-lignin composite materials, and compositions obtained therefrom
CA2950089C (en) 2014-07-02 2020-04-21 Multi-Chem Group, Llc Surfactant formulations for reduced and delayed adsorption
US20180355446A1 (en) 2014-07-21 2018-12-13 Xyleco, Inc. Processing biomass
CN104152129A (en) 2014-08-19 2014-11-19 安徽帝元生物科技有限公司 Application of iturins sodium surfactin as oil displacement agent and oil displacement agent containing iturins sodium surfactin
US20170306264A1 (en) 2014-09-30 2017-10-26 Evonik Degussa Gmbh Biosurfactant-containing formulation
WO2016053345A1 (en) 2014-10-03 2016-04-07 Halliburton Energy Services, Inc. Fly ash microspheres for use in subterranean formation operations
US10829833B2 (en) 2015-03-30 2020-11-10 B.R.A.I.N. Biotechnology Research And Information Network Ag Biological processing of scrap metal, household waste and/or industrial waste for the isolation of heavy metals
WO2016196680A1 (en) 2015-06-01 2016-12-08 Robert Caron Biofilm control and frack fluid production using bacillus subtilis activated with gfak
CA2988826A1 (en) 2015-06-25 2016-12-29 Goe-Ip As Plugging formulation comprising microorganisms or cell-free enzymes, solid particles and a viscosifier, and methods
US20170029691A1 (en) 2015-07-27 2017-02-02 Ecolab Usa Inc. Cleaning and removal of wax deposits in oil and gas wells using cationic polymers
JP2017029892A (en) 2015-07-29 2017-02-09 国立大学法人神戸大学 Treatment method and treatment apparatus for exhaust gas
KR101711607B1 (en) 2015-08-24 2017-03-02 경상대학교산학협력단 Chaotic static mixers with improved mixing performance by patterned surface
CA2999599C (en) 2015-09-22 2019-12-31 9668241 Canada Inc. Microbially enhanced thermal oil recovery
US20180265794A1 (en) 2015-09-22 2018-09-20 Ren Fuel K2B Ab Continuous production of fuel grade hydrocarbons by hydrotreatment of forestry byproduct lignin
CN205527917U (en) 2015-12-31 2016-08-31 武汉材料保护研究所 Oily sewage treatment device
US20200352016A1 (en) 2016-06-09 2020-11-05 Charlles Bohdy Nanoplasmoid suspensions and systems and devices for the generation thereof
CN106188857A (en) 2016-07-27 2016-12-07 张蒙 A kind of automobile sound absorption fretting map modified bamboo fibrous polypropylene material by force
CN106217826B (en) 2016-07-27 2018-09-04 象山杰尔德智能科技有限公司 A kind of modified bamboo fibre lactic acid composite material of automotive trim
WO2018064689A1 (en) 2016-09-28 2018-04-05 Botha Quartus Paulus Nano-bubble generator and method of generating nano-bubbles
US20180148632A1 (en) 2016-11-30 2018-05-31 Ecolab Usa Inc. Composition for remediating iron sulfide in oilfield production systems
CA3048404A1 (en) 2016-12-29 2018-07-05 Shell Internationale Research Maatschappij B.V. Fracturing a formation with mortar slurry
CA3052048A1 (en) 2017-02-07 2018-08-16 Locus Oil Ip Company, Llc Materials and methods for reducing viscosity of oil
US20200032128A1 (en) 2017-02-07 2020-01-30 Locus Oil Ip Company, Llc Materials and methods for reducing viscosity of oil
CA3052465A1 (en) 2017-02-09 2018-08-16 Locus Oil Ip Company, Llc Compositions and methods for reducing hydrogen sulfide and microbial influenced corrosion in crude oil, natural gas, and in associated equipment
US20190390405A1 (en) 2017-02-13 2019-12-26 Cmblu Projekt Ag Novel Methods For Processing Lignocellulosic Material
CA3054686A1 (en) 2017-03-03 2018-09-07 Locus Oil Ip Company, Llc Compositions and methods for microbial enhanced digestion of polymers in fracking wells
CA3058761A1 (en) 2017-04-09 2018-10-18 Locus Oil Ip Company, Llc Microbial products and uses thereof to improve oil recovery
KR20180130070A (en) 2017-05-26 2018-12-06 심인태 Nano-Bubble Generator
US20200157408A1 (en) * 2017-07-26 2020-05-21 Locus Oil Ip Company, Llc Two-Step Process for Microbial Enhanced Oil Recovery
US20200172788A1 (en) 2017-07-27 2020-06-04 Locus Oil Ip Company, Llc Improved Methods of Selective and Non-Selective Plugging for Water Flooding in Enhanced Oil Recovery
US20190031945A1 (en) 2017-07-28 2019-01-31 Petrochina Company Limited Surfactant that changes the wettability of tight sandstone and its preparation method and application
US20190055459A1 (en) 2017-08-18 2019-02-21 Flotek Chemistry, Llc Compositions comprising aromatic compounds for use in oil and/or gas wells and related methods
WO2019067356A1 (en) 2017-09-27 2019-04-04 Locus Oil Ip Company, Llc Materials and methods for recovering oil from oil sands
US20190093463A1 (en) 2017-09-28 2019-03-28 Nano Gas Technologies Inc Hydraulic Fracturing with Nanobubbles
US20200255466A1 (en) 2017-10-26 2020-08-13 Aalto University Foundation Sr Aqueous lignin dispersions and methods of preparing the same
WO2019112970A1 (en) 2017-12-04 2019-06-13 Hexion Research Belgium S.A. Multiple functional wellbore fluid additive
US20190184350A1 (en) 2017-12-14 2019-06-20 Horiba Stec, Co., Ltd. Mixer and vaporization apparatus
CN108441223A (en) 2018-03-09 2018-08-24 上海禾元环保集团有限公司 It is a kind of for the elution medicament of petroleum hydrocarbon contaminated soil reparation and its preparation and application
WO2019191296A1 (en) 2018-03-27 2019-10-03 Locus Oil Ip Company, Llc Multi-functional compositions for enhanced oil and gas recovery and other petroleum industry applications
WO2019213055A1 (en) 2018-04-30 2019-11-07 Locus Oil Ip Company, Llc Compositions and methods for paraffin liquefaction and enhanced oil recovery in oil wells and associated equipment
US20190382649A1 (en) 2018-06-19 2019-12-19 Hexion Inc. Wellbore composition
CN108623112A (en) 2018-07-17 2018-10-09 华油惠博普科技股份有限公司 A kind of novel grease solid rapidly and efficiently modular device and its implementation
WO2020028253A1 (en) 2018-07-30 2020-02-06 Locus Oil Ip Company, Llc Compositions and methods for enhanced oil recovery from low permeability formations
WO2020060529A1 (en) 2018-09-17 2020-03-26 Halliburton Energy Services, Inc. Foamed treatment fluids comprising nanoparticles
WO2020072735A1 (en) 2018-10-04 2020-04-09 Bharti Bhuvnesh Lignin composition, methods of making and using the composition for adsorption onto petrochemical oil and oil removal
WO2020149756A2 (en) 2019-01-19 2020-07-23 Qatar Foundation For Education, Science And Community Development Chitosan-based nanocomposite as an antimicrobial agent and corrosion inhibitor
CN109943299A (en) 2019-04-10 2019-06-28 北京大德广源石油技术服务有限公司 Stablize the micro-emulsion nano drilling fluid of unconventional reservoir
WO2020264073A1 (en) 2019-06-26 2020-12-30 Locus Oil Ip Company, Llc Compositions and methods for paraffin liquefaction and enhanced oil recovery using concentrated acids
WO2021015633A1 (en) 2019-07-19 2021-01-28 Net Spółka Z Ograniczoną Odpowiedzialnością Water Technologies Spółka Komandytowa A system for saturating liquids with gas and a method for saturating liquids with gas using this system
WO2021052939A1 (en) 2019-09-18 2021-03-25 Ulrika Rova A collector for froth flotation, a method for producing the collector and the use thereof
CN110616062A (en) 2019-10-22 2019-12-27 湖北富邦科技股份有限公司 Additive for long-distance conveying of high-concentration phosphorus ore pulp
US20210261451A1 (en) 2020-02-20 2021-08-26 Hydrozonix, Llc Combined aeration and nanobubble delivery system for water treatment and carbon capture
US20210261459A1 (en) * 2020-02-20 2021-08-26 Locus Ip Company, Llc Concrete compositions and methods for producing same
GB2605591A (en) 2021-04-06 2022-10-12 Lignosol Ip Ltd Lignin-based fracturing fluids and related methods
US12275894B2 (en) 2021-04-06 2025-04-15 LignoSol IP Limited Lignin-based fracturing fluids and related methods

Non-Patent Citations (78)

* Cited by examiner, † Cited by third party
Title
Arapova et al., "Lignin: A Renewable Resource of Hydrocarbon Products and Energy Carriers (Review)", Petrochemistry. (2020) vol. 60, No. 3, pp. 251-269 (English Translation) (38 pages).
Beisl et al., "Lignin from Micro- to Nanosize: Production Methods." Int. Journal of Molecular Sciences. 18(6): 1244 (Jun. 10, 2017) (31 pages).
Bicca et al., "Production of Biosurfactant by Hydrocarbon Degrading Rhodococcus Ruber and Rhodococcus Erythropolis." Revista de Microbiologia. 30: 231-236 (1999) (6 pages).
Chang et al., "A novel nano-lignin-based amphoteric copolymer as fluid-loss reducer in water-based drilling fluids." Colloids and Surfaces A. 583:123979 (Sep. 21, 2019) (10 pages).
EP Application No. EP4320192, Extended European Search Report (EESR), Search Opinion, and Supplementary Search Report, dated Jan. 17, 2025 (11 pages).
Filonov et al., "Bioremediation of Oil-Contaminated Soils in the Republic of Belarus Using the Biopreparation ‘Microbak’ and a Sorbent based on Lignin", Puschchino Conference Proceedings: Biochemistry, Physiology and Biosphere the Role of Microorganisms, Dec. 2-6, 2019 (English Translation) (8 pages).
GB Application No. GB2116007.2, Search and Examination Report, dated Nov. 25, 2021 (8 pages).
GB Application No. GB2214123.8, Search and Examination Report, dated Nov. 18, 2022 (8 pages).
Hruzová et al., "Organosolv lignin hydrophobic micro- and nanoparticles as a low-carbon footprint biodegradable flotation collector in mineral flotation." Bioresource Technology. 306:123235 (Mar. 23, 2020) (4 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53145 mailed Jun. 27, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53147 mailed Jun. 15, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53148 mailed Jun. 27, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53151 mailed Jun. 29, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53158 mailed Jun. 21, 2022 (8 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53160 mailed Jun. 29, 2022 (7 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53161 mailed Jun. 27, 2022 (6 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53162 mailed Jul. 1, 2022 (7 pages).
Lazareva et al., "Pseudomonas aeruginosa: Pathogenicity, Pathogenesis and Diseases", (English Abstract Only) (2015) vol. 17, No. 3, pp. 170-184 (17 pages).
Li, Qingxin, "Rhamnolipid synthesis and production with diverse resources." Front. Chem. Sci. Eng. 11(1): 27-36 (Mar. 22, 2017) (10 pages).
Madhu, "Difference Between Anolyte and Catholyte", published Online Sep. 19, 2020 at: https://www.differencebetween.com/difference-between-anolyte-and-catholyte/ (3 pages).
Nazari et al., "Study relationships between flotation variables and recovery of coarse particles in the absence and presence of nanobubble," Colloids and Surfaces A: Physicochemical and Engineering Aspects 559:284-8 (Sep. 27, 2018).
Negi et al., "A review on lignin utilization in petroleum exploration, petroleum products formulation, bio-fuel production, and oil spill clean-up." Biomass Conversion and Biorefinery. 13: 1417-1428 (Nov. 5, 2020) (12 pages).
PCT Application No. PCT/IB22/59176, International Search Report (ISR) and Written Opinion, mailed Jan. 26, 2023 (9 pages).
PCT Application No. PCT/IB23/59500, International Search Report (ISR) and Written Opinion, mailed Feb. 2, 2024 (8 pages).
Saikia et al., "Isolation of biosurfactant-producing Pseudomonas aeruginosa RS29 from oil-contaminated soil and evaluation of different nitrogen sources in biosurfactant production", Ann. Microbiol. (Jul. 2011) vol. 62, pp. 753-763 (11 pages).
Sauki et al., "Extracted Lignin from Rhizophora's Black Liquor as Fluid Loss Control Additive in Water Based Drilling Mud." Key Engineering Materials. 755: 74-80 (Aug. 20, 2018) (8 pages).
Schneider et al., "Assessment of Morphological, Physical, Thermal, and Thermal Conductivity Properties of Polypropylene/ Lignosulfonate Blends." Materials. 14(3): 543 (Jan. 23, 2021) (10 pages).
Schneider et al., "Assessment of Morphological, Physical, Thermal, and Thermal Conductivity Properties of Polypropylene/Lignosulfonate Blends", Materials, (Jan. 2021) vol. 14: 543 (10 pages).
Search and Examination Report for Application No. GB2104859.0, dated May 11, 2021 (8 pages).
Search and Examination Report for Application No. GB2104860.8, dated May 4, 2021 (8 pages).
Search and Examination Report for Application No. GB2104862.4, dated May 21, 2021 (8 pages).
Search and Examination Report for Application No. GB2104865.7, dated Jun. 8, 2021 (8 pages).
Search and Examination Report for Application No. GB2104869.9, dated Apr. 16, 2021 (6 pages).
Search and Examination Report for Application No. GB2104870.7, dated Jun. 2, 2021 (7 pages).
Search and Examination Report for Application No. GB2104877.2, dated May 10, 2021 (6 pages).
Search and Examination Report for Application No. GB2104883.0, dated May 4, 2021 (8 pages).
Search and Examination Report for Application No. GB2115987.6, dated Dec. 15, 2021 (6 pages).
Solihat et al., "Lignin as an Active Biomaterial: A Review." Jurnal Sylva Lestari. 9(1): 1-22 (Jan. 2021) (22 pages).
This vs. That: Anolyte vs. Catholyte, published Online at: https://thisvsthat.io/anolyte-vs-catholyte (2023) (2 pages).
Arapova et al., "Lignin: A Renewable Resource of Hydrocarbon Products and Energy Carriers (Review)", Petrochemistry. (2020) vol. 60, No. 3, pp. 251-269 (English Translation) (38 pages).
Beisl et al., "Lignin from Micro- to Nanosize: Production Methods." Int. Journal of Molecular Sciences. 18(6): 1244 (Jun. 10, 2017) (31 pages).
Bicca et al., "Production of Biosurfactant by Hydrocarbon Degrading Rhodococcus Ruber and Rhodococcus Erythropolis." Revista de Microbiologia. 30: 231-236 (1999) (6 pages).
Chang et al., "A novel nano-lignin-based amphoteric copolymer as fluid-loss reducer in water-based drilling fluids." Colloids and Surfaces A. 583:123979 (Sep. 21, 2019) (10 pages).
EP Application No. EP4320192, Extended European Search Report (EESR), Search Opinion, and Supplementary Search Report, dated Jan. 17, 2025 (11 pages).
Filonov et al., "Bioremediation of Oil-Contaminated Soils in the Republic of Belarus Using the Biopreparation ‘Microbak’ and a Sorbent based on Lignin", Puschchino Conference Proceedings: Biochemistry, Physiology and Biosphere the Role of Microorganisms, Dec. 2-6, 2019 (English Translation) (8 pages).
GB Application No. GB2116007.2, Search and Examination Report, dated Nov. 25, 2021 (8 pages).
GB Application No. GB2214123.8, Search and Examination Report, dated Nov. 18, 2022 (8 pages).
Hruzová et al., "Organosolv lignin hydrophobic micro- and nanoparticles as a low-carbon footprint biodegradable flotation collector in mineral flotation." Bioresource Technology. 306:123235 (Mar. 23, 2020) (4 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53145 mailed Jun. 27, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53147 mailed Jun. 15, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53148 mailed Jun. 27, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53151 mailed Jun. 29, 2022 (9 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53158 mailed Jun. 21, 2022 (8 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53160 mailed Jun. 29, 2022 (7 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53161 mailed Jun. 27, 2022 (6 pages).
International Search Report and Written Opinion for International Application No. PCT/IB22/53162 mailed Jul. 1, 2022 (7 pages).
Lazareva et al., "Pseudomonas aeruginosa: Pathogenicity, Pathogenesis and Diseases", (English Abstract Only) (2015) vol. 17, No. 3, pp. 170-184 (17 pages).
Li, Qingxin, "Rhamnolipid synthesis and production with diverse resources." Front. Chem. Sci. Eng. 11(1): 27-36 (Mar. 22, 2017) (10 pages).
Madhu, "Difference Between Anolyte and Catholyte", published Online Sep. 19, 2020 at: https://www.differencebetween.com/difference-between-anolyte-and-catholyte/ (3 pages).
Nazari et al., "Study relationships between flotation variables and recovery of coarse particles in the absence and presence of nanobubble," Colloids and Surfaces A: Physicochemical and Engineering Aspects 559:284-8 (Sep. 27, 2018).
Negi et al., "A review on lignin utilization in petroleum exploration, petroleum products formulation, bio-fuel production, and oil spill clean-up." Biomass Conversion and Biorefinery. 13: 1417-1428 (Nov. 5, 2020) (12 pages).
PCT Application No. PCT/IB22/59176, International Search Report (ISR) and Written Opinion, mailed Jan. 26, 2023 (9 pages).
PCT Application No. PCT/IB23/59500, International Search Report (ISR) and Written Opinion, mailed Feb. 2, 2024 (8 pages).
Saikia et al., "Isolation of biosurfactant-producing Pseudomonas aeruginosa RS29 from oil-contaminated soil and evaluation of different nitrogen sources in biosurfactant production", Ann. Microbiol. (Jul. 2011) vol. 62, pp. 753-763 (11 pages).
Sauki et al., "Extracted Lignin from Rhizophora's Black Liquor as Fluid Loss Control Additive in Water Based Drilling Mud." Key Engineering Materials. 755: 74-80 (Aug. 20, 2018) (8 pages).
Schneider et al., "Assessment of Morphological, Physical, Thermal, and Thermal Conductivity Properties of Polypropylene/ Lignosulfonate Blends." Materials. 14(3): 543 (Jan. 23, 2021) (10 pages).
Schneider et al., "Assessment of Morphological, Physical, Thermal, and Thermal Conductivity Properties of Polypropylene/Lignosulfonate Blends", Materials, (Jan. 2021) vol. 14: 543 (10 pages).
Search and Examination Report for Application No. GB2104859.0, dated May 11, 2021 (8 pages).
Search and Examination Report for Application No. GB2104860.8, dated May 4, 2021 (8 pages).
Search and Examination Report for Application No. GB2104862.4, dated May 21, 2021 (8 pages).
Search and Examination Report for Application No. GB2104865.7, dated Jun. 8, 2021 (8 pages).
Search and Examination Report for Application No. GB2104869.9, dated Apr. 16, 2021 (6 pages).
Search and Examination Report for Application No. GB2104870.7, dated Jun. 2, 2021 (7 pages).
Search and Examination Report for Application No. GB2104877.2, dated May 10, 2021 (6 pages).
Search and Examination Report for Application No. GB2104883.0, dated May 4, 2021 (8 pages).
Search and Examination Report for Application No. GB2115987.6, dated Dec. 15, 2021 (6 pages).
Solihat et al., "Lignin as an Active Biomaterial: A Review." Jurnal Sylva Lestari. 9(1): 1-22 (Jan. 2021) (22 pages).
This vs. That: Anolyte vs. Catholyte, published Online at: https://thisvsthat.io/anolyte-vs-catholyte (2023) (2 pages).

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